luxury houses for sale Briarcliff Manor, United States

Rare and expansive 1-bedroom triplex with office/den/finished basement offering approximately 1,450 square feet of living space, featuring a large bonus room ideal for a home office, den, or entertaining space. This sun-filled residence enjoys beautiful natural light throughout, with morning sun in the kitchen and warm sunset light in the living room. The multi-level layout provides a unique sense of space and separation rarely found in a 1-bedroom rental. Located in Liberty Knoll, a hidden enclave in Ossining's sought-after Sparta neighborhood near the Hudson River, this home offers both comfort and convenience. The main level features an open living and dining area, updated powder room, and French doors leading to a private patio—perfect for outdoor dining or relaxing. The renovated kitchen includes solid wood cabinetry, quartz countertops, tiled backsplash, recessed lighting, and stainless steel appliances. Upstairs, the spacious primary bedroom offers a walk-in closet, full bathroom, and in-unit washer/dryer. The finished lower level provides flexible additional living space ideal for a home office, gym, or media room. Additional highlights include a one-car garage, driveway parking, pet-friendly living, and the ability to BBQ outdoors. The home may be delivered furnished or unfurnished. Community amenities include a swimming pool, playground, and a newly updated clubhouse. Conveniently located near shops, supermarkets, and the Scarborough Metro-North station, with an easy 45–50 minute commute to Grand Central. Close to major parkways, Hudson River parks, and Ossining's vibrant dining and historic downtown.

Discover a charming and spacious duplex in the heart of Ossining, where modern updates meet timeless appeal. This inviting 1-bedroom home features beautifully refinished hardwood floors, fresh neutral tones, and ample storage throughout. The upper level offers a generously sized bedroom complete with a Juliet balcony, walk-in closets, and a tastefully updated bathroom, creating a comfortable and private retreat. Located in a well-maintained building just moments from local shops, dining, and Metro-North, this home offers both convenience and lifestyle. On-site laundry is available, with a parking space offered for an additional $100.00 per month. Please note, no pets are permitted.

Welcome to this truly stunning residence in Pocantico Hills, where timeless design meets modern updates-all complemented by remarkably low taxes. This exceptional home features four spacious bedrooms and four full baths, including a brand-new roof (January 2024) and a newly painted chef's kitchen designed for both function and style. At the heart of the home is the breathtaking Great Room, inspired by the historic Hingham Meeting House, showcasing intricate woodwork and soaring vaulted ceilings that create a dramatic yet inviting space. The main level offers a bright home office, a screened-in porch perfect for relaxing, and a full bath for added convenience. Upstairs, the primary suite serves as a private retreat, featuring a recently updated full bath (January 2026) and generous storage, including two cedar walk-in closets. Three additional bedrooms complete the upper level, two of which include their own en-suite full baths. The lower level provides abundant storage, while a separate Two-Story Guest House above the three-car garage adds incredible versatility, offering Two Additional bedrooms and two full baths—ideal for extended family or guests. Set on pristine, private grounds, the property is just moments from the scenic trails and outdoor beauty of Rockefeller State Preserve. Residents of Pocantico Hills benefit from a strong Pre-K starting at 3 YEARS OLD through 8th grade program, along with high school choice options including Pleasantville, Briarcliff Manor, and Sleepy Hollow. The community also features exceptional amenities such as an Olympic-sized swimming pool, tennis and pickleball courts, basketball courts, playgrounds, and ball fields. 2 Brand Above Ground New Oil Tanks (May 2026) This is a rare opportunity to own a truly distinctive home!

Charming front porch colonial on tree lined Street. Front door opens to entry hall, large dining room and living room with hardwood floors, arched walkways between rooms. Beautifully updated kitchen with island and stainless appliances, half bath. A first floor bonus room that can be used as a bedroom or den/office. Upstairs leads to three bedrooms, a full bath, hardwood floors throughout, updated fixtures. Basement has laundry and utilities and storage space plus a playroom. The big deck outback looks over the yard parking for 3+ cars Taxes do not reflect basic star exemption of $1,555.

Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country setting less than an hour on the express train from NYC. The main residence features a warm and welcoming checkerbox marble foyer opening to elegant formal rooms, and flowing to a cozy bar and family room overlooking the grounds through walls of windows. A sparkling chef's kitchen, convenient butler's pantry, and finely restored period details make the home ideal for both everyday living and entertaining. Upstairs, there is extensive accommodation, including a spacious primary suite with elevated views of the private lake, along with three additional bedrooms and multiple baths. A generous home office and dedicated home theater provide exceptional flexibility for work and leisure. The uppermost floor offers two more expansive bedrooms, or flex space for a creative studio. Beyond the main residence, the estate includes a 5-car garage connected to a stables complex by an elegant breezeway. An additional and completely remodelled 1-bedroom apartment above the stable wing, and a charming separate 2-bedroom stone cottage provide versatility for guests, multigenerational living, or rental/Airbnb income. Landscaped grounds with nature paths, sweeping lawns, and exceptional stonework make this a true retreat. Located in the quaint riverfront community of Ossining, known for its scenic Hudson views, vibrant downtown, and abundant parks and trails, this property offers a rare opportunity to own a thoughtfully preserved and modernized Hudson Valley estate.

Opportunity knocks on this exceptionally private, 2+ acre parcel tucked away on a serene street ending with a cul-de-sac in the sought-after Town of New Castle. Whether you are looking to take on a complete top-to-bottom renovation or build the custom home of your dreams, this property offers the perfect foundation and acreage for your vision. While you'll feel worlds away in your own private woodland retreat, you are minutes from the best of the Hudson Valley. Commuting is a breeze with easy access to the Taconic State Parkway and both the Ossining and Croton-Harmon Metro-North stations. Enjoy an unmatched lifestyle surrounded by local culture and nature. You're just a short drive from daily conveniences, schools, and parks, as well as other local highlights including Teatown Lake Reservation, Kitchawan Preserve, Sunny Ridge, the North County Trailway, the historic Jacob Burns Film Center and both Sleepy Hollow Country Club and Hudson National. Bring your architect, your contractor, and your imagination. Property being sold strictly as-is.

Welcome to 20 Robbins Road—perfectly set on a quiet cul-de-sac on a half-acre with a fenced in backyard in one of Westchester’s most desirable communities. Step inside to an inviting living and dining area where oversized windows and a cathedral ceiling with skylight fill the space with natural light. A cut-stone fireplace, recessed lighting, and oak floors create a warm, stylish setting for everyday living and entertaining. At the heart of the home, the spacious chef’s dream eat-in kitchen impresses with cherry wood cabinetry, quartz countertops, skylight, slate tile floors, and premium stainless appliances including a six-burner Viking range, GE Monogram refrigerator, wine cooler and Bosch dishwasher. Sliding doors open to an attractive Trex deck overlooking the serene rear property—perfect for summer dining and weekend gatherings. The main level is completed with three bedrooms, including an oversized primary suite, and an updated hall bath. The primary suite offers a generous walk-in closet with pocket door, ceiling fan, custom cabinetry, a wall of windows for abundant light, and a window seat with additional storage, plus a gorgeous updated en-suite bath. Downstairs, enjoy a spacious recreation/TV room with beadboard trim and sliders to the backyard. A paver walkway leads to a patio designed for effortless outdoor entertainment. A second family room/TV space features built-in custom cabinetry and vinyl floating flooring. The lower level also includes an office/bedroom, laundry area, and an updated bath—ideal for guests, work-from-home, or multi-generational flexibility. Just minutes from vibrant downtown Pleasantville—dining, the Jacob Burns Film Center, schools, library, shopping, farmers market, and community pool—with easy access to the Metro-North train station, Saw Mill River Parkway, and Sprain Brook Parkway.

The truly enchanting waterfront setting of this exceptional in-town 1930 Dutch Colonial is defined by sweeping views, lush landscaping, expansive flat yards and a pristine spring-fed duck pond. Meandering stone pathways guide you through beautifully curated grounds, revealing peaceful gathering spaces and quiet corners perfect for enjoying the storybook scenery. Just off the kitchen, a generous stone patio creates an ideal backdrop for seamless indoor-outdoor entertaining; the front porch is a classic for your rocking chairs and morning coffee. The home blends timeless craftsmanship with modern comfort, featuring a stunning gourmet kitchen, elegant French doors, central air and so much more, thoughtfully designed for effortless everyday living. Perfectly positioned in the heart of the village of Chappaqua, with no need for a car to get to everything, you’re just moments from town, shops, restaurants, and the Metro-North train station, approximately 45 minutes express train to New York City. Located in one of Westchester’s most sought-after communities, Chappaqua is known for its fabulous schools, charming downtown, scenic wooded landscapes, and outstanding quality of life. Taxes with STAR approximately $20,556. A magical home in a setting like this is a rare find, and the ability to enjoy this spectacular quality of life within steps to farmers market, gourmet food shops and restaurants, stores, train and everything you need is a dream come true.

1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-square-foot, five-bedroom estate presents a rare convergence of Gilded Age prestige and contemporary luxury. Believed to have been commissioned in 1906 for railroad magnate A.H. Smith, the residence has been masterfully renovated to honor its historic soul, featuring original interior stone walls and soaring ceilings that strike a perfect balance between grand scale and intimate warmth. Anchored by three distinctive hearths, the home is designed for both elegant living and everyday ease. A sun-drenched chef's kitchen showcases a central island, dramatic overhead skylight, and professional-grade appliances. Unique architectural moments—including a circular-skylit Stargazer's Nook—add character and charm, while the versatile five-bedroom layout offers both a magnificent two-story primary wing and a coveted first-floor private suite. Set on more than four exceptionally private acres, the grounds unfold as a true outdoor sanctuary, featuring a beautiful pool and spa (32x20), refined pergola terraces ideal for entertaining, and a private tennis court. From its commanding hilltop position, the estate delivers an unparalleled sense of privacy, security, and timeless elegance. Welcome home!

Stunning new construction nestled in the highly sought-after Rolling Hills section of Thornwood, this exceptional residence offers refined modern living in one of the area's most desirable settings. Bathed in natural light, the home showcases designer finishes, custom statement lighting, and thoughtfully curated details throughout. Designed for both everyday comfort and effortless entertaining, the highly functional layout flows seamlessly between indoor and outdoor spaces. Elegant French doors open to a spacious first-floor office, creating the perfect work-from-home retreat. The formal dining room provides generous space for hosting gatherings, while the expansive outdoor patio offers a tranquil setting ideal for al fresco dining and relaxed entertaining. At the heart of the home, the beautifully appointed chef's kitchen features gold tone accent detailing and connects effortlessly to the inviting living room and adjacent powder room. Every element has been carefully considered to balance style and practicality. Upstairs, four generously sized bedrooms provide exceptional comfort. The luxurious primary suite is a true sanctuary, complete with its own private home office, walk-in closet with built in closet system, and a spa-inspired en-suite bath featuring dual vanities and a whirlpool tub. The second level also includes a fully equipped with two additional full bathrooms, ample closet space, dedicated laundry room, and convenient attic access. A remarkable bonus room with a striking beam ceiling and half bath offers flexible space for recreation, media, or guests, with direct access leading toward the kitchen for added convenience. Adding exceptional versatility, the property also includes a separate Bonus House—ideal for guests, or private workspace—featuring a summer kitchen, full bath, and its own stackable washer and dryer for complete independence and convenience The substantial unfinished basement, featuring a separate exterior entrance, presents endless possibilities—ideal for additional living space, wellness amenities, a home theater, or recreation area. Built with modern efficiency and thoughtful construction standards, this newly completed residence is a seamless opportunity to enjoy turnkey luxury living from day one.

NEW CONSTRUCTION Rivertown Apartment w/ Free Parking + In-Unit W/D + Pets allowed Move-in ready 1 bedroom in a pre-war brick boutique building in the heart of Historic Rivertown. Steps to the waterfront, Old Croton Aqueduct, Rockefeller Preserve trails, shops, and dining - approximately a 15-minute walk to Metro-North. Bright, open, loft-like layout with oversized windows and high ceilings. Features multi-zone high-efficiency heating and cooling, LED lighting, and an in-unit Energy Star washer/dryer. One FREE parking space included, with additional parking available for a fee. Text to schedule a tour !

NEW CONSTRUCTION Rivertown Apartment w/ additional Office Alcove, Free Parking + In-Unit W/D + Pets allowed Move-in ready JUNIOR 4 - 1 bedroom with additional alcove for office / bedroom in a pre-war brick boutique building in the heart of Historic Rivertown. Steps to the waterfront, Old Croton Aqueduct, Rockefeller Preserve trails, shops, and dining - approximately a 15-minute walk to Metro-North. Bright, open, loft-like layout with oversized windows and high ceilings. Features multi-zone high-efficiency heating and cooling, LED lighting, and an in-unit Energy Star washer/dryer. One FREE parking space included, with additional parking available for a fee. Text to schedule a tour !

Welcome to 10 Crestview Drive, a beautifully updated 1990 colonial that perfectly blends classic elegance with updated modern luxury within the highly sought-after Heritage Court neighborhood. This exceptional property offers the rare combination of an intimate community feel and tremendous, serene privacy, all set on nearly an acre of flat, meticulously manicured grounds. Inside, you will find a bright and spacious layout featuring four well-proportioned bedrooms, all on the same level, and designed for ultimate comfort. The main floor features a three-car garage, mudroom, eat-in-kitchen with easy access to the deck, and backyard beyond, open floor plan, living room, dining room, and office. Also of note, this turnkey gem provides an unparalleled and truly unique opportunity for the next lucky buyers: a rare, one-time option to choose between the Chappaqua or the Byram Hills School District at closing. This is turnkey luxury at its finest!

Perched above the Hudson River on 3.5 gated acres in the heart of Tarrytown is a stunning home historically known as “Whitehall.” Built in 1929, this grand residence offers sweeping, unobstructed views of the river and Mario Cuomo Bridge—and all the timeless charm of a European manor, just 36 minutes from Grand Central. The property is a world unto itself: a fenced-in pool and hot tub with an expansive deck and pool house (complete with full eat-in kitchen, outdoor and steam showers, and rec room); a private tennis court with basketball hoop; a tranquil pond Monet would have loved to paint; and stone staircases that wind through hidden alcoves and secret gardens. Stone sculptures and layered landscaping add a sense of magic and discovery, giving the feeling you’ve stepped into another era—or another country. The 9-bedroom, 3.5-bath main house is full of character: original stained glass, rich wood paneling, wrought iron railings, hidden doors, a basement safe built to store furs, and other vintage details throughout. The kitchen has been recently renovated, and new carpeting and flooring run through much of the home—including a fully refreshed top floor. Multiple entertaining spaces offer flow and flexibility, including a full butler’s pantry, breakfast nook, formal dining room, and a massive screened-in porch perfect for enjoying the views in any weather. The primary suite includes a large bathroom, walk-in closet, sitting room, and its own Juliet balcony. Upstairs laundry, a 3-car garage, and a large driveway provide modern convenience, while the home’s storied layout and architectural details make it truly one of a kind. The home sits right next to the Old Croton Aqueduct, a historic, tree-lined trail that stretches from the Bronx to the Croton Dam—perfect for walking, running, biking, and enjoying nature year-round. It’s also steps from Patriots Park, home to many local events, including the award- winning TaSH Farmers Market. In the other direction, you’re a short walk from Wilson Park and the trails surrounding the Tarrytown Lakes. Whitehall is more than a home—it’s a destination. A timeless estate with iconic views and endless potential, just moments from the villages of Tarrytown and Sleepy Hollow and less than an hour from New York City. Includes: Generator

Rare opportunity to own this move-in and investment ready property located in the heart of the desirable village of Sleepy Hollow. This legal three-family home has recently undergone extensive compliance and safety updates, including newly issued 2026 Certificates of Occupancy for the roof, two new Granby 275-gallon oil tanks(550 gallon supply), removal of the underground oil tank a new rear deck built to commercial standards. In addition, the public corridors received emergency egress lighting, new fire extinguishers and 10-year smoke and carbon monoxide detectors. All improvements meet New York State and Sleepy Hollow standards, offering peace of mind and reducing future compliance concerns for the next owner. Sleepy Hollow is known for its small-town charm and rich historical backdrop, this picturesque riverfront village offers scenic parks, tree-lined streets, and an easy commute to Manhattan via Metro-North. Sleepy Hollow is part of the acclaimed Tarrytown School District and offers a vibrant community spirit, from seasonal farmers markets to festive Halloween celebrations that honor Washington Irving's legendary tale. This residential income property is perfect for investors or owner-occupants looking to generate additional rental income. The property features 3 spacious and impeccably clean units with thoughtful updates and consistent maintenance. A clean finished lower walkout level provides added flexibility. Enjoy a private backyard with ample parking and 2 individual garages that add tons of convenience. Each unit, including the lower level has its own metered electric while the building shares an oil-powered furnace. With several future and ongoing infrastructure & redevelopment projects in Sleepy Hollow, now is the time to purchase for projected long-term value appreciation!

Most walk-to-town homes ask you to compromise on space, privacy, or both. At 14 Crossways, you get all three. Set less than a mile from the Chappaqua station, it combines true walkability with more than 3,100 square feet of well-organized living space on a private, level half-acre. Carefully maintained and thoughtfully improved, it is also a house designed for entertaining. At its center, the kitchen acts as the engine room of the home, anchored by a substantial island and flowing directly into the family room, dining room, and screened porch. Because the porch is accessed from the kitchen, the connection between indoor and outdoor living feels particularly natural and highly practical. From the family room, the house also connects directly to the lower level, allowing the living spaces to expand easily when people spread out. The first floor also includes a dedicated office and a separate guest bedroom with a full bath, positioned to function independently from the main living areas. Upstairs, the nearly 600 square foot primary wing is set apart, offering a true sense of scale and separation, along with a walk-in closet and primary bath. Two additional bedrooms and a full bath are located on the opposite side, creating a balanced and practical second floor. The lower level adds a large recreation room, a powder room, and a custom wine cellar, giving the house a valuable secondary entertaining space that is fully integrated into the overall layout. A rare combination of scale, function, and convenience in the heart of Chappaqua.

Exciting all new construction by highly regarded local builder, Tavo Development, along with noted architect Teo Siguenza, aiming for a Fall 2026 completion. This refined, 5,712 sq ft Colonial blends classic architecture with sophisticated modern living. The light-filled main level, with 10’ ceilings, offers a seamless open floorplan featuring a chef’s kitchen with island and service pantry, breakfast room with terrace access, formal dining room, private library, and an inviting family room with fireplace. A dramatic two-story entry foyer, generous mudroom with laundry, and attached 3-car garage complete the level. Upstairs, the luxurious primary suite is a true retreat, highlighted by a vaulted ceiling, fireplace, dressing room with island, and a spa-inspired dual bath with soaking tub and oversized shower with separate entries. Three additional ensuite bedrooms and a second laundry provide comfort and functionality. Nearly one acre of usable grounds, with town approved pool site, creates the ideal backdrop for the finest outdoor living. Next to 2026 new build by Tavo, in the Chappaqua school district. Convenient to town, schools, highways, and approximately 50 minutes to NYC. House has a 5 bedroom septic system.

Welcome to this stunning 5 bedroom, 4.5 bath Colonial offering 4100 square feet of beautifully designed living space in the sought after Estates neighborhood. Set on a professionally landscaped .90 acre property, this light filled home combines classic elegance with modern comfort. A circular driveway and 3 car garage create a grand first impression. Inside, the open floor plan is perfect for today's lifestyle with a spacious kitchen flowing seamlessly into the inviting family room which features a gas fireplace- ideal for everyday living and entertaining. A convenient powder room and a private au pair/guest suite just off the kitchen provide flexibility for visitors or extended family. A rear staircase adds both charm and functionality. Upstairs you'll find four generously sized bedroom filled with natural light, offering comfort and space for everyone. The large walkout lower level provides space for abundant storage. Step outside to enjoy your backyard retreat with an in ground pool and large terrace. Located in the highly regarded Byram Hills School District and just minutes from shopping and the train, this exceptional home offers the perfect blend of space, style and convenience.

Half Moon Bay offers one of the most exceptional lifestyle opportunities in Croton-on-Hudson, recognized by USA Today as the best place to live in New York State. Set within one of Westchester County’s most desirable Hudson River communities. This elegant 3 bedroom, 2 1/2 bath townhome offers a rare opportunity to enjoy effortless comfort, everyday convenience, and resort-style living in a truly exceptional waterfront setting. This gated waterfront community provides 24-hour security and an impressive array of resort-style amenities, including two pools, two clubhouses, two tennis courts, a playground, marina access, and a complimentary jitney to Croton-Harmon Metro-North with a 46 min express to NYC. Half Moon Bay offers a truly one-of-a-kind lifestyle in one of the most convenient locations north of New York City. Nothing compares to this extraordinary blend of waterfront living, natural beauty, and everyday ease. Taxes with STAR approximately $10,697.

Sought-after Half Moon Bay single-level living featuring two bedrooms and two full baths, with a sunlit living room, gas fireplace, with windows on three sides. The primary suite has an ensuite bath and two closets. The private balcony provides the perfect outdoor space and overlooks the grounds. Croton-on-Hudson, named the Best Place to Live in New York by USA Today, really IS all you could wish for, especially at Half Moon Bay, a one of a kind Hudson Riverfront resort townhome community with two pools, clubhouses, Jacuzzis, tennis courts; also, sauna, playground, free jitney to MetroNorth railroad, riverfront promenade, and bike trails right outside your door. Easy stroll to Village, train, shops, fabulous parks and all that Croton-on-Hudson has to offer. The townhome comes with one reserved parking space, has a private entry and the living level is up two flights. No one above you except the treetops. Taxes with STAR approximately $4,216. Why rent when you can own in paradise?!

Welcome to this meticulously maintained Colonial home in the heart of Pleasantville, offering modern, youthful style and the warmth of a true community. The light-filled interior is move-in ready, with four generous bedrooms, three full baths, and a convenient powder room designed for everyday living and effortless entertaining. The fully finished lower level expands the home's footprint with a spacious recreation room, dedicated workout space, and a full bath—perfect for guests, movie nights, or unwinding after a long day. Step outside to your own private retreat, where an expansive deck and sparkling pool area create the ultimate setting for summer gatherings and quiet weekends. Set in a neighborhood where Halloween is a tradition not to be missed. This home also falls within the highly regarded Byram Hills School District. A rare opportunity to own a turnkey home in one of Westchester's most sought-after communities.